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Abstract:

The invention relates to a cosmetic composition, particularly for hair
care, and to a method for cosmetically treating keratin material,
particularly the hair, using the compounds of Formula (I), where: --n=1,
2, 3, or 4; --R1, R'1, R2, and R'2 are H, --OH, --NRR', or a C1-C18
carbon group capable of containing one or more heteroatoms selected from
among O, S, and N; and --Z is a multivalent carbon radical optionally
substitutable and/or interruptible by specific groupings, it being
understood that said radical Z includes at least one heteroatom selected
from among N, O, and S.

Claims:

1. A cosmetic composition comprising, in a cosmetically acceptable
medium, at least one compound of formula (I): ##STR00029## wherein: n
is 1, 2, 3 or 4; R1, R'1, R2 and R'2, which may be identical or
different, are H, --OH, --NRR' (wherein R and R', are independently H or
a linear or branched C1-C12 alkyl radical; or a linear, branched and/or
cyclic, saturated or unsaturated, optionally aromatic, C1-C18 carbon
group which optionally comprises one or more heteroatoms selected from
the group consisting of O, S and N; p and q are, independently of one
another, integers between 1 and 16; X and X' are, independently of one
another, --O-- and or --NH-- Z is a multivalent radical selected from the
group consisting of: (i) a linear or branched, saturated or unsaturated,
C1 to C32 carbon radical, optionally interrupted or substituted, one or
more times, with an optionally aromatic C3-C12 (hetero)cycle; or (ii) an
optionally aromatic C3-C12 (hetero)cyclic carbon radical, optionally
substituted with one or more linear or branched, saturated or
unsaturated, C1 to C32 carbon-based radicals; wherein Z is optionally:
substituted with 1 to 12 groups selected from the group consisting of
--OH, --SO3R, --OSO3R, --SO3H, --OSO3H, --COOH,
--COOR, --CONRR' and --N+RR'R'', wherein R, R' and R'' are
independently C1-C12 alkyl, in particular methyl; and/or interrupted with
1 to 12 groups selected from the group consisting of: --S--, --NH-- (or
═NH), --O--, --C(O)--, --SO2--, ##STR00030## wherein R' and
R'', which may be identical or different, are a hydrogen atom or a
linear, branched and/or cyclic, saturated or unsaturated, carbon radical
containing 1 to 22 carbon atoms, (i) optionally substituted with one or
more groups selected from the group consisting of --SO3R1,
--OSO3R1, --COOR1, --Si(OR1)3,
--N+R1R2R3 or --NR1R2, in which R1,
R2 and R3, independently of one another, are H or C1-C22,
alkyl, and optionally interrupted with at least one selected from the
group consisting of --NH, --O-- and --C(O)-- the following trivalent
groups: ##STR00031## wherein R' is defined above the trivalent groups
are present at the junction of the radicals; with the proviso that the Z
radical comprises at least one substitution group selected from the group
consisting of: --OH, --COOH, --COOR, CONRR' and --N+RR'R''; or at
least one interruption group selected from the group consisting of:
--S--, --NH-- (or ═NH), ##STR00032##

2. The cosmetic composition according to claim 1, wherein the compound of
formula (I) comprises at least one selected from the group consisting of:
X and X' are 0; R1 and/or R'1 are H; and R2 and/or R'2 are H, CH3,
C7H15, C13H27 or aryl.

3. The cosmetic composition according to claim 1, wherein the
substitution group is selected from the group consisting of --COOH,
--COOMe and --CONRR' (wherein R and R' are C1-C6 alkyl; and/or the
interruption group is selected from the group consisting of --S--,
--NH--, --N+(R')(R'')-- and trivalent N.

4. The cosmetic composition according to claim 1, wherein the Z radical
is a linear or branched, saturated or unsaturated, C1 to C32 divalent or
trivalent hydrocarbon radical comprising at least one unit of the type
--NR'--; --N+R'R''--, --NR'C(O)--, --NR'C(O)NR''--, or --NR'C(O)O--,
wherein R' and R'' are hydrogen, or a C3-C7 cycloalkyl, benzyl, phenyl or
linear or branched C1-C22 alkyl chain.

5. The cosmetic composition according to claim 1, wherein n=1 and the
divalent Z radical is selected from the group consisting of:
##STR00033## ##STR00034##

6. The cosmetic composition according to claim 1 wherein n is 2 and Z is
a trivalent radical selected from the group consisting of: ##STR00035##
wherein p is 1 to 6.

7. The cosmetic composition according to claim 1, wherein the compound of
formula (I) is selected from the group consisting of the following
compounds: ##STR00036##

8. The cosmetic composition according to claim 1, wherein a content of
the compound of formula (I) is from 0.001% to 15% by weight, relative to
the total weight of the composition.

9. A cosmetic composition for hair care, cleansing of hair, styling of
hair, hair form retention, hair shaping or hair dyeing comprising the
composition according to claim 1.

10. A method for cosmetically treating keratin materials, which comprises
applying a cosmetic composition as defined in claim 1 the keratin
materials.

11. The method according to claim 10, wherein the keratin materials are
hair.

12. The method according to claim 11, wherein the cosmetic treatment is
for conditioning the hair, giving at least one of body and liveliness to
the hair, or improving disentangling, smoothing, combability, repair and
manageability of the hair.

13. The method according to claim 11, wherein the treatment is for at
least one of repairing and protecting damaged or weakened hair.

14. A compound of formula (I): ##STR00037## wherein: n is 1, 2, 3 or 4;
R1, R'1, R2 and R'2, which may be identical or different, are H, --OH,
--NRR' (wherein R and R', are independently H or a linear or branched
C1-C12 alkyl radical; or a linear, branched and/or cyclic, saturated or
unsaturated, optionally aromatic, C1-C18 carbon group which optionally
comprises one or more heteroatoms selected from the group consisting of
O, S and N; p and q are, independently of one another, integers between 1
and 16; X and X' are, independently of one another, --O-- and or --NH-- Z
is a multivalent radical selected from the group consisting of: (i) a
linear or branched, saturated or unsaturated, C1 to C32 carbon radical,
optionally interrupted or substituted, one or more times, with an
optionally aromatic C3-C12 (hetero)cycle; or (ii) an optionally aromatic
C3-C12 (hetero)cyclic carbon radical, optionally substituted with one or
more linear or branched, saturated or unsaturated, C1 to C32 carbon-based
radicals; wherein Z is optionally: substituted with 1 to 12 groups
selected from the group consisting of --OH, --SO3R, --OSO3R,
--SO3H, --OSO3H, --COOH, --COOR, --CONRR' and --N+RR'R'',
wherein R, R' and R'' are independently C1-C12 alkyl, in particular
methyl; and/or interrupted with 1 to 12 groups selected from the group
consisting of: --S--, --NH-- (or ═NH), --O--, --C(O)--, --SO2--,
##STR00038## wherein R' and R'', which may be identical or different,
are a hydrogen atom or a linear, branched and/or cyclic, saturated or
unsaturated, carbon radical containing 1 to 22 carbon atoms, (i)
optionally substituted with one or more groups selected from the group
consisting of --SO3R1, --OSO3R1, --COOR1,
--Si(OR1)3, --N+R1R2R3 or
--NR1R2, in which R1, R2 and R3, independently
of one another, are H or C1-C22, alkyl, and optionally interrupted with
at least one selected from the group consisting of --NH, --O-- and
--C(O)--; the following trivalent groups: ##STR00039## wherein R' is
defined above the trivalent groups are present at the junction of the
radicals; with the proviso that the Z radical comprises at least one
substitution group selected from the group consisting of: --OH, --COOH,
--COOR, CONRR' and --N+RR'R''; or at least one interruption group
selected from the group consisting of: --S--, --NH-- (or ═NH),
##STR00040##

Description:

[0001] The present invention relates to a method for cosmetic treatment of
keratin materials, in particular the hair, using a composition comprising
compounds capable of forming hydrogen bonds, and also to the cosmetic
compositions thus prepared.

[0002] In the cosmetics industry, there is a constant desire to improve
the properties of keratin materials and to combat damage, such as
external attacks, for instance pollution and ultraviolet radiation, or
chemical attacks, for instance those caused by dyeing or permanent-waving
treatments.

[0003] Among the damage suffered by the hair, mention may in particular be
made of a loss of sheen, an increased hydrophilic nature, a loss or
detachment of some of the scales, and difficulties in disentangling.

[0004] In order to improve the properties of the hair, it is known
practice to use compositions containing cosmetic active agents in order
to provide the keratin materials, such as the hair, with all the
beneficial effects associated with these cosmetic active agents. However,
the persistence and therefore the effectiveness of these active agents
are not sufficient, since they can be easily removed with shampoo, or
alternatively they do not form a homogeneous deposit at the surface of
the hair.

[0005] The object of the present invention is to propose a cosmetic
composition which can be used for cosmetically treating the hair, and can
give the hair long-lasting cosmetic properties.

[0006] It has in fact been noted that compounds comprising entities
capable of forming physical interactions with one another can give the
hair advantageous cosmetic qualities. These compounds are in particular
characterized by the presence of at least one entity capable of giving at
least 3 hydrogen bonds, in particular 4 hydrogen bonds, and also by their
low mass.

[0007] The subject of the present invention is therefore a method for
cosmetically treating keratin materials, which comprises applying to said
keratin materials a cosmetic composition comprising a compound of formula
(I):

##STR00001##

in which: [0008] n=1, 2, 3 or 4; [0009] R1, R'1, R2 and R'2, which may be
identical or different, represent H, --OH, --NRR' (with R and R', which
may be identical or different, being H or a linear or branched C1-C12
alkyl radical); or a linear, branched and/or cyclic, saturated or
unsaturated, optionally aromatic, C1-C18 carbon-based, in particular
alkyl, group which can contain one or more heteroatoms chosen from O, S
and N; [0010] p and q are, independently of one another, integers between
1 and 16; [0011] X and X' are, independently of one another, chosen from
--O-- and --NH--. [0012] Z represents a multivalent radical chosen from:
[0013] (i) a linear or branched, saturated or unsaturated, C1 to C32
carbon-based, in particular hydrocarbon-based, radical, optionally
interrupted or substituted, one or more times, with an optionally
aromatic C3-C12 (hetero)cycle; or [0014] (ii) an optionally aromatic
C3-C12 (hetero)cyclic carbon-based, in particular hydrocarbon-based,
radical, optionally substituted with one or more linear or branched,
saturated or unsaturated, C1 to C32 carbon-based, in particular
hydrocarbon-based, radicals; it being possible for said Z radical to be:
[0015] substituted with 1 to 12 groups chosen from --OH, --SO3R,
--OSO3R, --SO3H, --OSO3H, --COOH, --COOR, --CONRR' and
--N+RR'R'', with R, R' and R''═C1-C12 alkyl, in particular
methyl; and/or [0016] interrupted with 1 to 12 groups chosen from:
[0017] (i) the following divalent groups: --S--, --NH-- (or ═NH),
--O--, --C(O)--, --SO2--,

##STR00002##

[0017] with R' and R'', which may be identical or different, representing
a hydrogen atom or a linear, branched and/or cyclic, saturated or
unsaturated, carbon-based, in particular alkyl, radical containing 1 to
22 carbon atoms, (i) optionally substituted with one or more groups
chosen from --SO3R1, --OSO3R1, --COOR1,
--Si(OR1)3, --N+R1R2R3 or
--NR1R2, in which R1, R2 and R3, independently
of one another, are chosen from H and C1-C22, in particular C1-C12,
alkyl, preferably methyl; and/or (ii) optionally interrupted with one or
more groups chosen from --NH, --O-- and --C(O)-- (alone or in
combination); [0018] (ii) the following trivalent groups:

##STR00003##

[0018] R' being as defined above for the divalent groups, said trivalent
groups being generally present at the junction of said radicals (in
particular when Z is trivalent); it being understood that said Z radical
bears at least one substitution group chosen from: --OH, --COOH, --COOR
(in particular COOMe), CONRR' and --N+RR'R''; and/or at least one
interruption group chosen from: --S--, --NH-- (or ═NH),

##STR00004##

Another subject of the invention is a cosmetic composition comprising, in
a cosmetically acceptable medium, at least one such compound of formula
(I).

[0019] The compounds of formula (I) constitute yet another subject of the
invention.

[0020] It has been noted that depositing a compound according to the
invention onto the hair or causing a compound according to the invention
to penetrate into the hair makes it possible to provide the hair with a
beneficial effect. Without being bound by the present explanation, it is
possible to imagine that ureidopyrimidone entities are capable of
generating, in situ in or on the hair, a crosslinked network by physical
associations between molecules. When deposited on the hair or the skin,
said compound becomes involved in and trapped in a crosslinked deposit,
which increases its remanence, in particular with respect to sebum, water
and shampoo. Moreover, since the crosslinking is a physical crosslinking,
it is possible for the effect to be persistent while at the same time
allowing the compound to be removed during make-up removal. The removal
of the deposit can in particular consist of rinsing with a cleansing
composition applied at ambient temperature or at a higher temperature, or
using a make-up remover, or by using any known agent for breaking
hydrogen bonds.

[0021] The present invention can in particular make it possible to hydrate
and reinforce keratin materials, and to provide long-lasting softness and
sheen, such that the effect remains perceptible after at least one
shampooing operation.

[0022] The term "reinforcement of keratin materials" is intended to mean
in particular an improvement in the mechanical properties, which may
result in: [0023] an increase in their rigidity, which gives them greater
strength and body; or else [0024] a decrease in their deformation, in
particular under wet conditions, which allows the hair to readily return
to its initial shape once dried, and results in an improvement in the
dynamics of the hair; or else [0025] better resistance to tensile
mechanical forces which are applied thereto, for example during combing,
and which can lead to breaking of the hair.

[0026] Moreover, to be able to treat the hair in situ can also make it
possible to bring protective and repair properties to the hair, following
a dyeing, bleaching, permanent-waving, smoothing or hair straightening
treatment.

[0027] Creating this crosslinked network in the hair also makes it
possible to avoid premature bleeding of a dye.

[0028] The compounds according to the invention can therefore both coat
the hair, and therefore provide in particular reinforcement properties,
and also penetrate into the hair and provide, in situ, protection or
repair properties, in particular.

[0029] Many compounds which incorporate ureidopyrimidone (UPY) units have
been described in the literature and studied for their self-assembling
property by fundamental research laboratories. However, none of these
documents describes the application of these compounds to keratin
materials, nor even the possible use thereof for reinforcing said
materials.

[0030] In the cosmetics field, mention may be made of WO 02098377 which
describes, in general, compounds comprising UPY units for cosmetic
applications to the skin and the hair. Mention may also be made of WO
2003032929, which describes the preparation of supramolecular polymers
and the use thereof in hair applications. Mention may also be made of WO
2004016598, which describes the preparation of supramolecular polymers
and the use thereof in varied applications, including cosmetic
applications. Alternatively, mention may be made of WO 2005042641, which
describes the preparation of supramolecular polymers, in particular of
polyurethane type, and the use thereof in varied applications, including
cosmetic applications.

[0031] In all these documents, the compounds described are polymers, and
therefore high-molecular-weight compounds, which will not therefore
penetrate into the hair in order to provide it with beneficial
properties, in particular in terms of protection of the hair.

[0032] The compound which can be used in the context of the invention
therefore corresponds to formula (I):

##STR00005##

in which: [0033] n=1, 2, 3 or 4; preferably n=1 or n=2; [0034] R1, R'1,
R2 and R'2, which may be identical or different, represent H, --OH,
--NRR' (with R and R', which may be identical or different, being H or a
linear or branched C1-C12, preferably C1-C4, alkyl radical, and better
still a methyl or ethyl radical); or a linear, branched and/or cyclic,
saturated or unsaturated, optionally aromatic, C1-C18, preferably C1-C12,
carbon-based, in particular alkyl, group which can contain one or more
heteroatoms chosen from O, S and N; these heteroatoms can in particular
be present in the form of an OH, COOH and/or NRR' radical.

[0044] Preferably, R2 and/or R'2 represent(s) H, CH3,
C7H15, C13H27 or aryl, preferably methyl; [0045] p
and q are, independently of one another, integers between 1 and 16, in
particular between 2 and 12, or even between 3 and 8, and in particular
6; [0046] X and X' are, independently of one another, chosen from --O--
and --NH--; preferably X═X'; and even better still X═X'═O;
and [0047] Z represents a multivalent radical (divalent to pentavalent,
according to the value of n), chosen from: [0048] (i) a linear or
branched, saturated or unsaturated, C1 to C32 carbon-based, in particular
hydrocarbon-based (in particular alkyl) radical, optionally interrupted
or substituted, one or more times, with an optionally aromatic C3-C12
(hetero)cycle; or [0049] (ii) an optionally aromatic, C3-C12
(hetero)cyclic carbon-based, in particular hydrocarbon-based (in
particular alkyl), radical, optionally substituted with one or more
linear or branched, saturated or unsaturated, C1 to C32 carbon-based, in
particular hydrocarbon-based, radicals; it being possible for said
radical to optionally be: [0050] substituted with 1 to 12 groups chosen
from --OH, --SO3R, --OSO3R, --SO3H, --OSO3H, --COOH,
--COOR (in particular COOMe), --CONRR' and --N+RR'R'', with R, R'
and R''═C1-C12 alkyl, in particular methyl; and/or [0051] interrupted
with 1 to 12, in particular 1 to 8, or even 1 to 6, groups chosen from:
[0052] (i) the following divalent groups: --S--, --NH-- (or ═NH),
--O--, --C(O)--, --SO2--,

##STR00006##

[0052] with R' and R'', which may be identical or different, representing
a hydrogen atom or a linear, branched and/or cyclic, saturated or
unsaturated, carbon-based, in particular alkyl, radical containing 1 to
22 carbon atoms, (i) optionally substituted with one or more groups
chosen from --SO3R1, --OSO3R1, --COOR1,
--Si(OR1)3, --N+R1R2R3 or
--NR1R2, in which R1, R2 and R3, independently
of one another, are chosen from H and C1-C22, in particular C1-C12,
alkyl, preferably methyl; and/or (ii) optionally interrupted with one or
more groups chosen from --NH--, --O-- and --C(O)-- (alone or in
combination): [0053] (ii) the following trivalent groups:

##STR00007##

[0053] R' being as defined above for the divalent groups, said trivalent
groups being generally present at the junction of said radicals (in
particular when Z is trivalent); it being understood that said Z radical
bears at least one substitution group chosen from: --OH, --COOH, --COOR
(in particular COOMe), CONRR' and --N+RR'R''; and/or at least one
interruption group chosen from: --S--, --NH-- (or ═NH),

##STR00008##

[0054] The Z radical may preferably be a saturated, linear or branched,
alkyl radical containing 1 to 32, in particular 2 to 18, or even 3 to 12,
carbon atoms, it being understood that it comprises at least one
substitution/interruption group as defined above.

[0055] Preferably, said substitution group is chosen from --COOH, --COOMe
or --CONRR' (with R and R'═C1-C6 alkyl, in particular methyl).

[0056] Preferably, said interruption group is chosen from --NH--,
--N+(R')(R'')-- and N (trivalent).

[0057] In particular, the groups may be present in the form of a
combination such as, for example, --C(O)O--, --OC(O)O--, --NR'C(O)--,
--NR'C(O)NR''--, --NR'C(O)O--, --NRSO2-- or --NR--SO2--NR'--,
or even in the form --(CH2CH2O)x-- with x=2 to 15.

[0059] The compounds of formula (I) may correspond most particularly to
the following structure (R1═R'1=H):

##STR00009##

[0060] and even better still to the structures hereinafter:

##STR00010##

or even:

##STR00011##

in which Z, p and q, and n are as defined above, with preferably n=1 or
2.

[0061] Preferably, the Z radical represents a linear or branched,
saturated or unsaturated, divalent or trivalent C1 to C32
hydrocarbon-based radical comprising at least one unit of the type
--NR'--, --N+R'R''--, --S--, --NR'C(O)--, --NR'C(O)NR''-- or
--NR'C(O)O-- with R' and R'' chosen from hydrogen, or a C3-C7 cycloalkyl,
benzyl, phenyl or linear or branched C1-C22 alkyl chain.

[0062] Most particularly, when n=1, the divalent Z radical can be chosen
from:

##STR00012## ##STR00013##

and most particularly divalent Z can be:

##STR00014##

with p=1 to 6, in particular 2 or 3.

[0063] When n=2, the trivalent Z radical can be chosen from:

##STR00015##

with p=1 to 6, in particular 2 or 3.

[0064] Preferably the compounds of the formula (I) can be chosen from the
following compounds:

##STR00016##

[0065] Preferably, the weight-average molecular weight (Mw) of the
compound according to the invention is less than or equal to 1200 g/mol.
This low molecular weight promotes in particular the penetration of the
compounds into the hair.

[0066] The compounds of formula (I) can be prepared according to any of
the known methods.

[0067] If the following group is referred to as A:

##STR00017##

and the following group is referred to as W:

##STR00018##

the compounds according to the invention can therefore be represented
schematically in the following way: A-W-(A)n.

[0068] They can be obtained during reaction: [0069] between a reactive
function bonded to the group A and a reactive function borne by the group
W; or else [0070] between a reactive function bonded to a precursor of
the group A and a reactive function borne by the group W so as to
simultaneously form the group A and the entity A-W; the two reactive
functions being, of course, capable of reacting with one another and it
being possible for them to be bonded directly or via a divalent segment
to the group A and/or to the group Z and/or to the precursor of said
group A.

[0071] The reactive functions can preferably be chosen from the following
functions: [0072] isocyanate --N═C═O; [0073] isothiocyanate
--N═C═S; [0074] carboxylic acid or ester --COORa or
activated ester COORb with Ra being H or a linear or branched,
C1-C12, preferably C1-C4 alkyl radical, and better
still a methyl or ethyl radical; and ORb being chosen from phenoxy,
4-nitrophenoxy, 2,4,5-trichlorophenoxy and the following radicals:

[0091] Particularly preferably, the compounds of formula (I) are soluble
or dispersible in water or soluble in water basified using a 28% aqueous
ammonia solution (the pH of the solution is then between 8 and 10).

[0092] The term "soluble" is intended to mean that the compound forms a
clear solution, at a concentration of 1% by weight in the medium, at
25° C. and 1 atm.

[0093] The term "dispersible" is intended to mean that the compound forms
in the medium, at a concentration of 1% by weight at 25° C. and 1
atm, a stable suspension or dispersion of fine particles, which are
generally spherical. The term "stable" is intended to mean that the
suspension does not precipitate and does not therefore display any
visible deposit. The average size of the particles constituting the
suspension or the dispersion is preferably less than 1 μm, and more
generally ranges between 5 and 400 nm, preferably 10 to 250 nm. These
particle sizes are measured by any conventional light scattering method.

[0094] The compounds according to the invention find a most particular
application in the cosmetics field, in particular in the hair-related
field.

[0095] The amount of compound present in the cosmetic compositions of the
invention depends, of course, on the type of composition and on the
desired properties, and can vary within a very wide range, generally
between 0.001% and 15% by weight, preferably between 0.005% and 10% by
weight, in particular between 0.01% and 8% by weight, or even between
0.1% and 7% by weight, relative to the total weight of the composition.

[0096] The cosmetic compositions can of course comprise a mixture of
compounds of formula (I).

[0097] The compositions according to the invention may be in any of the
galenical forms conventionally used, and in particular in the form of an
aqueous, alcoholic or aqueous-alcoholic, or oily solution or suspension;
a solution or a dispersion of the lotion or serum type, an emulsion, in
particular of liquid or semi-liquid consistency, of the O/W, W/O or
multiple type; a suspension or emulsion of soft consistency of cream type
(O/W) or (W/O); an aqueous or anhydrous gel, or any other cosmetic form.
Preferably, the composition is in the form of an aqueous suspension,
serum or lotion.

[0098] These compositions can be packaged, in particular in pump
dispensers or in aerosol containers, in order to apply the composition in
vaporized form (lacquer) or in the form of a mousse. Such packaging forms
are indicated, for example, when it is desired to obtain a spray or a
mousse, for treating the hair. In these cases, the composition preferably
comprises at least one propellant.

[0099] The compositions according to the invention comprise a cosmetically
acceptable medium, i.e. a medium which is compatible with keratin
materials, in particular the skin of the face or of the body, the lips,
the hair, the eyelashes, the eyebrows and the nails.

[0101] Depending on their nature and the purpose of the composition, the
customary cosmetic ingredients can be present in normal amounts, which
can be readily determined by those skilled in the art, and which can, for
each ingredient, be from 0.01% to 80% by weight.

[0102] The composition can in particular comprise water, one or more C1-C7
alcohols, alone or as a mixture with water, and in particular a
water/ethanol, water/isopropanol or water/benzyl alcohol mixture.

[0103] The carbon-based, in particular hydrocarbon-based, oils and/or the
silicone oils can be present in a proportion of from 0.01% to 20% by
weight, in particular 0.02% to 10% by weight, relative to the total
weight of the composition. Mention may in particular be made of
hydrogenated or nonhydrogenated plant, animal or mineral oils, saturated
or unsaturated, linear or branched, cyclic or aliphatic,
hydrocarbon-based synthetic oils, for instance poly(alpha-olefin)s, in
particular polydecenes and polyisobutenes; water-soluble or
water-insoluble, organomodified or nonorganomodified, volatile or
nonvolatile silicone oils; fluoro or perfluoro oils; mixtures thereof.

[0104] The alcohols, the esters and the acids, having 8 to 40 carbon
atoms, can be present in a proportion of from 0.01% to 50% by weight, in
particular 0.1% to 20% by weight, relative to the total weight of the
composition.

[0106] Mention may also be made of alkoxylated, in particular ethoxylated,
C8-C40, in particular C16-C20, fatty alcohols, preferably comprising from
10 to 50 mol of ethylene oxide and/or of propylene oxide, such as
oleth-12, ceteareth-12 and ceteareth-20, oxypropylenated stearyl alcohol,
in particular comprising 15 mol of propylene oxide, oxyethylenated lauryl
alcohol, in particular comprising more than 7 oxyethylenated groups, and
also mixtures thereof.

[0108] Mention may also be made of C16-C40 linear-chain or branched-chain
fatty esters, such as esters of polyols derived from fatty acids
containing from 8 to 30 carbon atoms, and the oxyalkylenated, and in
particular oxyethylenated, derivatives thereof, the polyols preferably
being chosen from sugars, C2-C6 alkylene glycols, glycerol,
polyglycerols, sorbitol, sorbitan, polyethylene glycols, polypropylene
glycols, and mixtures thereof.

[0109] The nonionic, cationic, anionic, amphoteric or zwitterionic
surfactants, and also mixtures thereof, can be present in a proportion of
from 0.01% to 50% by weight, in particular 0.05% to 40% by weight, or
even 0.1% to 30% by weight, relative to the total weight of the
composition.

[0110] The propellants can be present in a proportion of from 5% to 90% by
weight, relative to the total weight of the composition, and more
particularly in a proportion of from 10% to 60% by weight.

[0111] The suncreens can be present in a proportion of from 0.01% to 20%
by weight, in particular 0.5% to 10% by weight, relative to the total
weight of the composition.

[0112] The moisturizers can be present in a proportion of from 0.01% to
20% by weight, in particular 0.1% to 7% by weight, relative to the total
weight of the composition.

[0113] The antidandruff agents can be present in a proportion of from
0.001% to 20% by weight, in particular 0.01% to 10% by weight, relative
to the total weight of the composition, preferably 0.1% to 5% by weight.

[0114] The antioxidants can be present in a proportion of from 0.05% to
1.5% by weight, relative to the total weight of the composition.

[0115] The reducing agents can be present in a proportion of from 0.1% to
30% by weight, in particular 0.5% to 20% by weight, relative to the total
weight of the composition.

[0116] The oxidation bases can be present in an amount of between 0.001%
and 10% by weight, preferably from 0.005% to 6% by weight, relative to
the total weight of the composition.

[0117] The couplers can be present in an amount of between 0.001% and 10%
by weight, preferably from 0.005% to 6% by weight, relative to the total
weight of the composition.

[0118] The oxidizing agents can be present in an amount of between 1% and
40% by weight, preferably between 1% and 20% by weight, relative to the
weight of the composition.

[0119] The direct dyes can be present in an amount of between 0.001% and
20% by weight, preferably from 0.01% to 10% by weight, relative to the
total weight of the composition.

[0120] The hair-straightening agents can be present in a proportion of
from 0.01% to 3.5% by weight, in particular 0.05% to 1.5% by weight,
relative to the total weight of the composition.

[0121] The pearlescent and opacifying agents can be present in a
proportion of from 0.01% to 3% by weight, in particular 0.05% to 2.5% by
weight, relative to the total weight of the composition.

[0122] The plasticizers or coalescence agents can be present in a
proportion of from 0.1% to 25% by weight, in particular 1% to 10% by
weight, relative to the total weight of the composition.

[0123] The hydroxy acids can be present in a proportion of from 1% to 10%
by weight, in particular 2% to 5% by weight, relative to the total weight
of the composition.

[0124] The pigments and fillers can be present in a proportion of from
0.01% to 50% by weight, in particular 0.02% to 30% by weight, relative to
the total weight of the composition.

[0125] The silicones may be volatile or nonvolatile; mention may in
particular be made of modified or unmodified polyorganosiloxanes, i.e.
polyorganosiloxane oils, gums and resins, as they are or in the form of
solutions in organic solvents, or in the form of emulsions or
microemulsions. They can be present in an amount of from 0.01% to 40% by
weight, in particular 0.05% to 20% by weight, relative to the total
weight of the composition.

[0126] The thickeners can be present in a proportion of from 0.01% to 10%
by weight, in particular from 0.1% to 5% by weight, relative to the total
weight of the composition.

[0127] The polymers, which are in particular water-soluble or soluble in
carbon-based and/or silicone oils, can be present in a proportion of from
0.01% to 20% by weight, in particular 0.1% to 10% by weight, relative to
the total weight of the composition.

[0128] Among the agents for producing a basic pH, mention may be made of
aqueous ammonia and also the bases commonly used in the cosmetics
industry.

[0129] Those skilled in the art will take care to select the ingredients
which are part of the composition, and also the amounts thereof, in such
a way that they are not detrimental to the properties of the compositions
of the present invention.

[0130] The cosmetic composition according to the invention may be in the
form of a care, cleansing and/or makeup product for the skin of the body
or the face, the lips, the eyebrows, the eyelashes, the nails and the
hair, a suntan or self-tanning product, a body hygiene product, a hair
product, in particular a hair care, cleansing, styling, shaping or dyeing
product.

[0131] It is especially of particularly advantageous use in the
hair-related field, in particular for hairstyle retention or hair
shaping, or caring for, cosmetically treating or cleansing the hair. The
hair compositions are preferably shampoos, conditioners, styling or care
gels, care lotions or creams, conditioning agents, hairsetting lotions,
blow-drying lotions, setting and styling compositions, such as lacquers
or sprays; hair restructuring lotions; lotions or gels for combating hair
loss, antiparasitic shampoos, antidandruff lotions or shampoos, or
shampoos for treating seborrhoea. It can in particular be in the form of
a hair dyeing product, in particular an oxidation dyeing product,
optionally in the form of a dye shampoo; in the form of a
permanent-waving, hair-straightening or bleaching composition, or else in
the form of a rinse-out or leave-in composition, to be applied before or
after dyeing, bleaching, permanent-waving or hair-straightening, or else
between the two steps of a permanent-waving or hair-straightening
operation.

[0132] The composition according to the invention may also be in the form
of a care, in particular moisturizing, composition for the skin of the
body or of the face, the lips and/or the skin appendages, in particular a
care product for use in cosmetically treating the skin, and in particular
in moisturizing it, smoothing it, depigmenting it, nourishing it, and
protecting it against sunlight, or conferring on it a specific cosmetic
treatment. Thus, it may be a lip care base, a fixing base for lipsticks,
an antisun or artificial tanning composition, a (day, night, antiageing,
moisturizing) care composition for the face; a mattifying composition; a
composition for cleansing the skin, for example a makeup-removing product
or a bath or shower gel, or a cleansing bar or soap; a body hygiene
composition, in particular a deodorant or antiperspirant product, or else
a depilatory composition, or an aftershave gel or lotion. It may also be
in the form of a makeup product for the skin of the body or of the face,
the lips, the eyelashes, the nails or the hair; in particular a
foundation, a blusher, a face powder, an eyeshadow, a concealer, an
eyeliner, a mascara, a lipstick, a lip gloss, a lip pencil, a nail
varnish, a nail care product or a product for temporary tattooing of body
skin.

[0133] Even more particularly, the composition according to the invention
has an advantageous application in the care and the cosmetic treatment,
in particular the protection, of the hair, in particular weakened and/or
damaged hair, for example hair weakened and/or damaged by chemical or
mechanical treatments; use may in particular be made of the compounds
according to the invention in post-treatment, after a hair dyeing,
bleaching or straightening step.

[0134] A subject of the invention is therefore a method for cosmetically
treating, in particular for making up, caring for, cleansing, dyeing or
shaping keratin materials, in particular the skin of the body or of the
face, the lips, the nails, the hair and/or the eyelashes, comprising the
application of a cosmetic composition comprising at least one compound
according to the invention to said materials.

[0135] Preferably, it is a cosmetic treatment method for conditioning the
hair, in particular for giving it body and/or liveliness, or improving
the disentangling, smoothing, combability, repair and manageability of
the head of hair. It may be a method for repairing and/or protecting
damaged or weakened hair.

[0136] In one particular embodiment of the treatment method, the
composition according to the invention can be applied all at once, or
preferably in several applications (multi-application).

[0137] Thus, it is possible to apply a composition comprising the
compounds according to the invention, in an amount, for example, of from
0.05% to 1%, in particular 0.1% to 0.5% by weight, to the hair a first
time, to leave it in for 2 to 20, in particular 10, minutes, optionally
while heating at a temperature below 65° C., or else with a
smoothing iron or a crimping iron, for example for a few seconds, and
then, optionally, to dry the hair before applying the composition a
second time, and to again leave-in for 2 to 20, in particular 10,
minutes, before optionally heating at a temperature below 65° C.,
or else with a smoothing iron or a crimping iron, for example for a few
seconds, and then to dry or allow to dry. It is possible to carry out a
third application of the composition. This multi-application of the
composition can in particular make it possible to improve the penetration
of the compounds inside the hair, and therefore to improve the repair of
the hair in situ.

[0138] In another embodiment of the method according to the invention, it
is possible to apply to the hair a composition comprising the compounds
according to the invention, in an amount, for example, of from 0.05% to
15%, in particular 0.5% to 10% by weight, preferably 1% to 8% by weight,
to leave-in for 15 to 45, in particular 30, minutes, preferably while
heating at a temperature below 65° C., or else with a smoothing
iron or a crimping iron, for example for a few seconds, and then to rinse
out and dry or leave to dry.

[0139] The invention is illustrated in greater detail in the following
exemplary embodiments.

[0141] 1 g of
1-(6-isocyanatohexyl)-3-(6-methyl-4-oxo-1,4-dihydropyrimidin-2-yl)urea
(3.4 mmol), prepared beforehand according to the procedure described by
Meijer et al., is added to a solution of 0.5 g of
(2R,3S,4R,5S)-2,3,4,5-tetrahydroxy-N,N'-bis(2-hydroxyethyl)hexanediamide
(1.7 mmol) and 0.5 ml of dibutyltin dilaurate in 50 ml of
2-methyltetrahydrofuran. The solution is stirred at reflux for 48 hours.
20 ml of ethanol are added and the final product is filtered, and is
dried under reduced pressure.

[0142] 1 g (1.1 mmol) of the compound is obtained in the form of a white
powder.

[0144] 0.4 g of compound of example 1 is mixed into 4 ml of water, and 1.3
ml of a 32% ammonia solution are added. The mixture is stirred for 10
minutes at 25° C. A composition which can be applied to the hair
is obtained.

[0145] Thus, locks of hair of SA20 type can be immersed in this
composition for 30 minutes at 65° C. The lock can subsequently be
wrung out and combed, and then rinsed and dried in an oven at 60°
C. for 30 minutes.